Today's sissy boy training tubes:

Turn about is fair play as Emilia...
Emilia and Gilbert strapon sissysex movie Turn about is fair play as Emilia the horny cruel dominatrix took Gilbert's cock big time and then decided she wanted some of his gripping hot sissy ass. After making him put on his sissy boy skirt and wig He fell to her by sucking her strap on cock so it would be lubricated enough to fuck his tight hot sissy butt. She put that rigid strapon dildo to work big time in his sweet raw bum and just continued slamming that sissy's bunghole to the extreme.
A gay sissy craves some fat juicy...
Randolph and Lesley sissy gay in action A gay sissy craves some fat juicy dick to pound into his tight helpless butt and these two horny guys Randolph and Lesley intend on it. The sissy's cross dresser butt is just ripe for the plucking and dude just whips out his hard sturdy cock and dives right into that gripping transvestite ass totally annihilating it. Their actions got intense as they got real horny and man just stuffs his rock hard penis deeper into the sissy's nasty hot ass.
Redhead Rita waves that rigid...
Rita and Donald strapon sissysex action Redhead Rita waves that rigid strapon dildo of hers at poor sissy boy Donald as she intends to fill the air with the scent of his musky whiney boy ass as she fucks that gripping hot sissy ass with her brand new rock hard dildo. The poor fool squeals as the girl pounds into his moist bitch boy ass and the horny cruel dominatrix laughs with glee as she gets her passions red hot banging the snot out of his gripping hot sissy ass. She is happy to bang that sissy butt and she humiliates him by having him sucking her strap on cock after it's been embedded in her sweet raw bum.
Jessica is sleeping and whiney...
Jessica and Randolph strapon sissysex video Jessica is sleeping and whiney little sissy Randolph takes the opportunity to put on her clothes. She gets mad and they argue but the nasty bad twosome then become sexually aroused and soon a huge monster strapon is displayed. The whiney little sissy can't wait to get that raw study strap-on stuffed up his tight nasty ass and next thing you know he's getting the ruthless hardcore fucking of his life. The reach total orgasm he feels almost melts that raw study strap-on.

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Stupid sissy fool Cyrus is the...
Trudy and Cyrus sissified guy straponfucked Stupid sissy fool Cyrus is the latest victim of nasty dom bitch Trudy as she means to try out her rigid strapon dildo on him. She'll make him endure some degrading sucking ass entombed strapon cock action after they're done fucking like fiends she'll make sure he does. That rock hard strap on dildo of hers is viciously slamming that sissy's bunghole like a jackhammer and his nasty hot ass is humiliated and brutalized. She smiles at destroying his gripping hot sissy ass!
Zoe gets on her knees and takes a...
Zoe Interracial Blowjob Zoe gets on her knees and takes a big black dick inside her wet tranny mouth.
Jerry remembered the las time...
Ninette and Jerry female clothed couple on video Jerry remembered the las time Ninette had tore that ladyboy ass wide open of his wide open and she made sure she had her rigid strapon dildo to make a return engagement. She thoroughly enjoyed banging a tight sissy boy butt and as soon as she got him in position she started slamming that sissy's bunghole of his and the fool languished with his destroyed whiney boy ass busted open like a melon. She was getting turned on to the max stuffing that steel hard strapon of hers into his tight sissy anus and owned it.
A good-looking sissy maid was...
Jerome and Morris femaleclothed gay on video A good-looking sissy maid was busying himself with some household duties when his tiny skirt and sexy red nylons gave a guest a huge hard-on. It wasn't too long before the little skirt was hiked up, so that submissive sissy could be fucked really nice and hard. Watch him getting nailed on the couch!
Owen gets easily girlified, just...
Owen and Silvester femaleclothed sissy on video Owen gets easily girlified, just use some lipstick and mascara, pick up a polka-dot gown and nice lingerie, and you won't tell him from a real girl. Now this sissy is ready to seduce his male lover Silvester who is into kinky gay-sissy bonking too. They start it with a blowjob and hot mouth kisses, but then the feminized guy gets his sissy ass pinned down right on the elegant sofa.
Freakin' fine ass Rita sure...
Rita and Maurice sissified guy straponfucked Freakin' fine ass Rita sure knows how to handle a rigid strapon dildo and she means to work over sissy boy Maurice with it. She gets her wet hot lady pussy so worked up when she cornholes a sissy boy in his tight hot sissy butt that she almost cums everytime she thrusts that strapon dildo into him. She holds on tight as she pounds that rock hard dildo again and again into his steamy sissy butt and turns him into a whining, quivering, submissive ass slut sissy.
Kirsty takes on four guys at once...
Kirsty Takes On Four Guys Kirsty takes on four guys at once and sucks them dry before fucking them.
You wouldn't recognize Arnold...
Sibylla and Arnold A strapon pussyclothed sex action You wouldn't recognize Arnold A in his cute crossdresser attire completed with well-done make-up and lacy nylon holdups. Today he's not just switching the places with his girl, but also getting dressed like a girl. On the other hand Sibylla has got a very manly rubber tool, we mean her rigid strapon dick. Watch her fucking the throat and rectum of her dolled-up sissy lover!
This horny sissy bitch and his...
Connor and Pete gay crossdresser movie This horny sissy bitch and his boyfriend are Connor and Pete who get bigtime turned on and of course his tight hot sissy butt is going to be destroyed. His boyfriend starts to bang that sissy butt of his after the sissy was sucking his cock and soon the sounds of a nasty hot ass echo around the room like a cavern. Dude's hard sturdy cock lets go and busts a wad deep into that nasty gay sissy.
Archibald and Monty got real horny...
Archibald and Monty gay crossdresser movie Archibald and Monty got real horny and the sissy of them craved a massive bulging boner to embed into his tight hot sissy butt. He starts off on the guy by sucking his cock so it'll be hard enough to bust open his nasty iron grip ass. The horny sissy bitch takes every inch of that hard sturdy cock which really gets horny passions up big time. To finish off he even starts giving a blowjob after it's been deep in his moist tight ass.
This girl is attracted to...
Leila and John malewhore videotaped while straponfucked This girl is attracted to crossdressers and this little sissy looks good in his female clothing so she can't help but find him super hot. It arouses her to the point that she decides to reward him with a world class ass fucking. She's going to drive that big plastic cock of hers up his asshole and make him scream out in pleasure. She's going to fuck him so hard it will be impossible for him to walk the next day, which is exactly what he wants.
Sleeping Hilda was dreaming for...
Hilda and Ernest pussyclothed dude strapon action Sleeping Hilda was dreaming for some ripping sissy asshole and when she ran into sissy boy Ernest she knew he needed a real pounding that sissyboy's butthole of his. He loved nothing more than having a anihilated sissy butt and that meant hilda saw her mission before her. Since their significant others gone for the day the two turned on to the max and that's when she broke out the steel hard strapon and slammed his nasty sweet asshole.
After an afternoon of lounging...
Alana and Monty malewhore videotaped while straponfucked After an afternoon of lounging around sissy Monty wanted some rigid strapon dildo action rammed up his backdoor and after he talked to Alana and they got horny passions up for some sissy fucking action. After sucking her strap on cock Monty felt it was time for Alana to bear down on his steamy hot butt and that was just what Alana wanted. Soon she was boring him thoroughly with that thick meaty strapon and Monty's tight helpless butt becomes a battlefield of Alana's passions as she gives him a sissy fucking he won't forget.
Harry in his maid outfit didn&apos...
Cora and Harry female clothed couple in action Harry in his maid outfit didn't count on nasty dom bitch Cora to be so ruthless with a rigid strapon dildo and degrade him with some sucking ass entombed strapon cock action. That steel hard strapon of hers began slamming that sissy's bunghole turning him into jelly. she uses that hard sturdy strap on to thoroughly destroy his tight hot sissy butt and she got real horny and poor dude is sorry that met up with that rock hard dildo.
When a sissy wannabe like Walter...
Tina and Nikola strapon sissysex video When a sissy wannabe like Walter sees a rock hard strap on dildo there's nothing he'd rather have is one stuffed up his nasty sweet asshole and slut Ninette is happy to oblige him. The nasty dom bitch hops right onto that gripping hot sissy ass of his and the sissy fool starts giving her a strapon blowjob and after being humiliated enough he then gets that steel hard strapon stuffed up him royally. She then begins slamming that sissy's bunghole and wears his dumb ass out.
Watch as horny Ninette takes her...
Ninette and Silvester strapon pussyclothed sex action Watch as horny Ninette takes her steel hard strapon and goes to work on the tight sissy anus of blonde sissy Silvester here. The nasty dom bitch has a fetish to bang some gripping hot sissy ass on a regular basis and forces him to start sucking her strap on cock so that she can get that rock hard strap on dildo all wet and slimey so she can start pounding that sissyboy's butthole of his.

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It's Jess planning to use her...
Jess and Randolph strapon pussyclothed sex movie It's Jess planning to use her unmerciful rigid strapon dildo on Randolph the sissy has to give up that gripping hot ass just craving for a woman to do him like this. She breaks out that rock hard dildo and goes after dude in a friendly but stealthy manner and soon they're involved in some hot action that leads to her using that strapon in his steamy hot butt.
The young man is changing into his...
Ninette and Jerry strapon pussyclothed sex movie The young man is changing into his female persona and there's a gorgeous chick peeking at him from the doorway. As she watches him put on stockings and a garter belt and a sexy pink outfit she gets incredibly aroused. That's when she runs away to put on her strapon cock and show him what it's really like to be a woman. With a cock buried in his asshole he will know how a true sissy feels and then he will be made into a girl. That's what sluts are good for.
Aubrey and Augustus are working...
Aubrey and Augustus strapon pussyclothed sex video Aubrey and Augustus are working together, but today you won't recognize the guy because he is wearing a blonde girlie wig, a raunchy red gown and burgundy lacy stockings. However, his female colleague has something in store as well, she's hiding a big strap-on dick under her strict working attire. These two are made for each other, so watch them going for role switching ass fucking in the office.
Gilbert deserved to be banged that...
Stephana and Gilbert pussyguy in strapon action Gilbert deserved to be banged that butt so he pleaded with Judy to whip out her rigid strapon dildo rock his butt. Soon the scent of musky whiney boy ass filled the air as she pounded his tight hot sissy butt like crazy as she used that massive strap on to horribly pound that moist transvestte ass of his. The nasty dom bitch just loves to get passions red hot and nothing pleases her more than fucking a tight hot sissy butt.
Because dressing up like a lady got...
Alana and Monty strapon sissysex movie Because dressing up like a lady got Monty real fucking horny he made sure Alana was around to make him feel even hornier knowing she would treat him like a sissy boy fuck toy. She whipped out that thick meaty strapon of hers and taunted Monty like a puppy with a bone and when he was ready she plowed into that tight slick butt of his and made him beg and whine like the bitch ass fuck he is. She enjoyed the fact that she banged that butt of his until he became a cowering slave to her.
Here comes Jess the horny cruel...
Tina and Nikola malewhore strapon action Here comes Jess the horny cruel dominatrix who intends on slamming some tight hot sissy butt and none other than crossdresser Walter is her target. She starts the crossdresser off by his giving her a strapon blowjob getting it all wet and slimey so it can squeeze on into that tight hot sissy butt of his. That rigid strapon dildo plows into that sweet raw bum or His and then she starts pounding that sissyboy's butthole until she totally owns it.
Gilbert must suffer the humiliation...
Emilia and Connor strapon pussyclothed sex movie Gilbert must suffer the humiliation of nasty dom bitch Emilia as she whips out her hard sturdy strap on and with her hormones boiled up she intends on destroying some sissy boy moist bitch boy ass. He loves a rock hard strap on dildo to bust open his tight helpless butt but he doesn't realize that she is bent on destroying his gripping hot sissy ass. As she dominates him she turned on to the max and unmercifully took that massive strap on and rammed it up his sweet raw bum totally degrading him.
Stephana is shmoozing around for...
Stephana and Gilbert pussyclothed dude strapon action Stephana is shmoozing around for some tight sissy anus to fuck and the nasty dom bitch is zeroing in on crossdresser Gilbert. She breaks out her rigid strapon dildo and soon she gets her passions red hot and starts him ready by sucking her strap on cock that gets her wet and ready. Soon the woman is banging his moist transvestte ass and the crossdresser takes all of that rock hard strap on dildo deep into his big meaty asshole that totally destroys him.
Poor Gilbert must suffer the...
Jaclyn and Gilbert strapon pussyclothed sex action Poor Gilbert must suffer the humiliation of nasty dom bitch Jaclyn as she whips out her rigid strapon dildo and with her horny passions up she intends on destroying some sissy boy steamy hot butt. He loves a steel hard strapon to bust open his big meaty asshole but he doesn't realize that she is bent on destroying his tight hot sissy butt. As she dominates him she got real horny and unmercifully took that massive strap on and rammed it up his nasty hot ass totally humiliating him.
Irene is so the big horny...
Irene and Jack malewhore videotaped while straponfucked Irene is so the big horny fuckmeister that she's on the prowl for some big meaty sissy asshole and Jack is the guy she's zeroing in on and he doesn't care because he needs a mommy to get those horny passions up. Soon the blonde bombshell Irene is whipping out the dildoes and strapons for plowing into that tight hot sissy butt of Jack's and his sissy self loves it. Soon that fat juicy strap on dildo has plundered that sweet raw bum until Jack is her ultimate slave.
Here comes Jess the horny cruel...
Jess and Walter strapon pussyclothed sex action Here comes Jess the horny cruel dominatrix who intends on slamming some gripping hot sissy ass and none other than crossdresser Walter is her target. She starts the crossdresser off by his sucking her strap on cock getting it all wet and slimey so it can squeeze on into that tight hot sissy butt of his. That rigid strapon dildo plows into that nasty hot ass or His and then she starts slamming that sissy's bunghole until she totally owns it.
Clad in a dress and wigged sissy...
Eddie and Silvester cockloving crossdresser in action Clad in a dress and wigged sissy kisses with his gay boy on the huge leather sofa before launching into some oral-anal man-on-man fun. Eddie sucks off his mate, and Silvester returns the favor rimming and fingering the sissified guy's asshole right thru his crotchless control top tights. Later he also bangs his eager rear right from behind keeping on the sissy's dress and pantyhose.
This bright yellow gown along with...
Owen and Hubert kinky gay crossdresser video This bright yellow gown along with raunchy black stockings really suited Owen, and if he chose to play a naughty sissy whore, he was going to be treated like one. Hubert pushed the head of this sissified cutie onto his raging beefy member having him suck it stiff for smooth anal penetration. Finally the sissy took it up the brown from behind and in other anal positions like a slutty cock-loving chick.
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Two guys chilling Paul and Maurice...
Paul and Maurice kinky gay crossdresser video Two guys chilling Paul and Maurice prepare for one of them getting his whiney sissy asshole screwed royally now that they've got their that libido up. Like a torpedo one of them heads for the tight hot sissy butt with his thick meaty cock and the wild times are on. Soon the man's sweet raw bum is beyond destroyed and you get to see him as hebanged that butt into oblivion.
Today it's Silvester's...
Benjamin and Silvester cockloving crossdresser in action Today it's Silvester's turn to dress up like a girl to go down and dirty with his teenage lover boy Benjamin. First the sissy guy puts on his tan stockings and fits a satin garter belt, then he dons a light green thong with a bra, and finally wears a white top and a raunchy scarlet skirt. When he's ready, his gay lover wants him to give head like a girl and later bend down for steamy gay anal. Now, isn't it fun?

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We've been talking and we think that there is something off about the way that you look. You just don't look right dressed in men's clothes and we thought that we should see what you look like dressed like a little girl. Oh my God, you look perfect! This is how you are going to dress from now on. Dressing like a little girl definitely suits you much better than men's clothes because that's what you are. You're just a spoiled little princess who needs some serious discipline and we're just the girls to give it to you. If we catch you wearing men's clothes again, we are going to make you very, very sorry.
This pool game has this...
Maurice and Silvester femaleclothed crossdresser in action This pool game has this crossdresser wanting a rock hard penis to play with and he puts down the pool cue and starts giving a blowjob so that his thick meaty cock will be slick and wet enough to slide into his nasty iron grip ass with ease or so he thinks. The nasty gay sissy thinks he's got it made when that boner slides into his dripping sissy asshole but his mate is all about owning his tight hot sissy butt and humps away like a madman.
The fun starts as Gilbert and Jerry...
Gilbert and Jerry gay sissy video The fun starts as Gilbert and Jerry start sexing things up and his mate breaks out his thick meaty cock and goes to slamming that sissy's bunghole like he was getting paid to do it. The gay sissy's nasty hot ass gets busted wide open by his mate's fat juicy dick and the action ramps up as the sissy starts sucking his cock that leads to some real nasty sucking ass entombed strapon cock that is amazing to see.
Kirsty is dressed in a very sexy...
Golden Moment Kirsty is dressed in a very sexy golden outfit and she just loves to play with that hard cock of hers.
Cornelius A looks very pretty in...
Cornelius A and Arnold A cockloving crossdresser on video Cornelius A looks very pretty in that rosy girlish gown and a fiery wig that frames his made-up face as he begins readily blowing Arnold's fat throbbing cock. Then this girlified guy gets his lovely dress hiked up for the access to his nylon clad behind. It turns out that the sissy has got a handy opening in his diamond print tights, so his gay mate ass fucks him thru them by the fireplace and on the big leather sofa.
Rita just loves the idea of...
Rita and Maurice malewhore videotaped while straponfucked Rita just loves the idea of tackling Maurice's gripping hot sissy ass and Maurice won't be complaining any as he really wants foxy Rita to be his mommy for today and give him a real good cornholing. The thought of their pending action showed that Rita got real horny and soon she took that rock hard dildo and started teaching Maurice a good lesson since he was such a sissyboy who didn't obey his mommy. She worked him over and made him her slave as she tore into his sweet raw bum leaving him nothing more but a wallowing sissy.
That haughty crossdresser acts a...
Eddie and Benedict cockloving sissy in action That haughty crossdresser acts a touch-me-not, but Benedict keeps trying, and soon Eddie capitulates showing off his true predatory nature. They kiss on the huge brown couch in the living room before the things get hotter by far. The dressy sissy guy gives a nice head and gets his dress hiked up for some hot backdoor loving right through his barely visible tights.
Dressed like a maid Ranald was...
Susanna and Ranald female clothed couple in action Dressed like a maid Ranald was going about dusting the furniture flashing his sissy ass in that too short uniform all the time. Surely Susanna got some pretty freaky ideas about using her sissy maid, so she grabbed her black strap-on dildo and ordered the maid to get down and gag on it. Why, the chick was really enjoying herself, so she then made the submissive male whore get on all fours and plowed his butthole.
Strapon Jane bends over naughty...
Strapon Sammi Strapon Jane bends over naughty tranny starlett Sammi and fucks her sweet ass.
To prove his submissiveness, sissy...
Jess and Randolph strapon sissysex video To prove his submissiveness, sissy Randolph begs Jess and starts sucking her strap on cock hoping she'll bust open his tight hot sissy butt and make him her slave. The hard sturdy strap on that she is weilding is just right for digging into a sweet raw bum and as soon as she's ready she starts slamming that sissy's bunghole with glee. His ripping sissy asshole is soon destroyed leaving him nothing more than a cowering butt sissy slave.
Both of these blonde guys Elliot...
Elliot and Maurice femaleclothed crossdresser in action Both of these blonde guys Elliot and Maurice knew the nasty gay sissy was due for a hard sturdy cock to destroy his butt and make him do some degrading sucking ass entombed strapon cock in that sisy pink bedroom. As soon as they get to sexing things up he takes out his thick meaty cock and begins fucking sissyboy's asshole and his conquering of that sissy's gooey funky butthole is complete.
Jess fucked that transvestite butt...
Jess and Walter malewhore videotaped while straponfucked Jess fucked that transvestite butt ferociously of Walter's and the fool came back to take on her hard sturdy strap on again. Irene's strapon was more than a match for his ripping sissy asshole and she gave him a thorough slamming that sissy's bunghole until all he had left was a destroyed whiney boy ass. It's a good thing their significant others gone for the day as she got real horny with the idea that she could use her steel hard strapon again to humiliate his nasty sweet asshole and he even thanked her after she fucked that ass of his.
Irene helps Jack with his sissy...
Irene and Jack strapon pussyclothed sex movie Irene helps Jack with his sissy makeup before delivering her rock hard dildo deep into his sweet raw bum and shows him what a horny cruel dominatrix she really is. That rigid strapon dildo just destroys his butt and then makes him degrade himself by having him do some sucking ass entombed strapon cock. They then go into a marathon session of fucking like fiends and the sissy fool suffers the punishment of that rock hard strap on dildo.
Chris aimed at tempting Austin into...
Chris and AustinA cockloving sissy in action Chris aimed at tempting Austin into gay-on-sissy screwing, so he put on the sexiest of his crossdresser outfits completed with a wig and bright make-up and began making passes at the boy. Austin was still in his working overalls when his girlified mate found his cock to pump it into his greedy mouth. Then they kissed on the mouth and went for a man-on-man butt ride with a crossdresser twist.
Every good TGirl needs to be...
Maid Training Every good TGirl needs to be trained how to cook, clean and suck hard cock and I'm the TGirl that does the training.
Jack and Morgan know a nasty gay...
Jack and Morgan kinky gay sissy movie Jack and Morgan know a nasty gay sissy loves to get his horny passions up by waving his tight hot sissy butt all over the place and the guy there just had to bang that sissy butt. The gay sissy starts off by giving a blowjob so that it would squeeze easily into his sweet raw bum but the other guy has a hard sturdy cock that isn't about to show any mercy on the sissy. Soon the horny sissy bitch is howling from the punishment of that hard sturdy cock.
Nylon Jane puts her feet and tongue...
Jane Licks A Peach TGirl Nylon Jane puts her feet and tongue all over a horny TGirls hard cock.
Sissy male on the floor is pinned...
Cock Feeding Sissy male on the floor is pinned down by transvestite Mistress who feeds him her cock
Nylon Jane gives this lucky smiling...
Smiling Sissy Nylon Jane gives this lucky smiling sissy the best foot job his hard cock has ever had after she lubes up her nylon covered feet.
Wearing that sexy animal print...
Herman A and Eddie femaleclothed sissy on video Wearing that sexy animal print tunic and a string of pearls, Eddie was brushing his false fair hair by the mirror when Herman A popped a boner for him. The gay dude began grinding his engorged cock against the sissy's pantyhosed butt before talking the last into giving him a long wet oral job. Then they went for a hot ass ride on the chair and later the sissy guy was licked and nailed on the table.
It's wild as Jack and Donald...
Jack and Donald femaleclothed crossdresser on video It's wild as Jack and Donald see a tight hot sissy butt busted open right he'll start off with his boyfriend by giving a blowjob so that his thick meaty cock will be slicked up enough so his man will be pounding that sissyboy's butthole. The horny sissy bitch had no idea that his gripping transvestite ass was going to be so destroyed and he kept sucking his cock hoping for some penetration ease but no luck as dude's hard sturdy cock owns him and shoots some cum.
Zoe is dressed in a red blouse and...
Zoe In Red Zoe is dressed in a red blouse and she is masturbating her hard cock as she fucks her ass with a small dildo.
Both of these guys knew the nasty...
Paul and Silvester cockloving crossdresser on video Both of these guys knew the nasty gay sissy in his lingerie was due for a hard sturdy cock to destroy his butt and make him do some degrading ass to mouth that's so filthy. As soon as they get to sexing things up he takes out his thick meaty cock and begins porking sissy's bum and his conquering of that sissy's gooey funky butthole in the bedroom there being narcissistic in the mirror.
Wearing a frilly female blouse with...
Vivien C and Howard B kinky gay sissy video Wearing a frilly female blouse with a jean skirt Vivien can pass for a girl, but Howard won't be fooled by this blonde sissified hussy. He knows what his transvestite fuck-mate has under this flying skirt and he wants to drive his beefy rod into this itching butt pussy. Vivien tries to put on airs at first, but finally opens up her backdoor like a good girl just sliding her red thong aside.
Luci and her sexy TGirl friend are...
Two Maids Spanking Luci and her sexy TGirl friend are dressed as slutty maids and they're giving each other a firm spanking.
Slutty tgirl Lucimay gets on her...
Leather Stud Suck Slutty tgirl Lucimay gets on her knees and sucks some hard cock.
Sexy crossdressing minx, Kirsty...
Kirsty Fucked Sexy crossdressing minx, Kirsty, getting fucked hard by a couple of guys at a swingers party.
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